First Time For Everything (A Jo Cross Story) free porn video

This is a FigCaption - special HTML5 tag for Image (like short description, you can remove it)
"Kirsten?" Even though I was dressed in male clothes --- not even wearing panties --- I looked up instinctively from my booth in the diner. After all, in the great scheme of things, Kirsten was my preferred name. "I thought that was you." Jesus. Talk about a blast from the past. Jo Cross as I live and breathe. And still looking gorgeous with a warm, sweetheart smile. "Jo?" She grinned and bent to hug me. I felt her fingers exploring my shoulders. "You're not wearing a bra?" she pouted, sitting opposite me. I started to blush, even though I was quite comfortable about my dressing. She'd always had me wrapped around her little finger. "Sometimes," I managed. And then, after a nervous pause......"Most times." "There's my girl," she said as the waitress approached, giving me a slight look. "OJ please. Oh, and one of those cute cookies you do, if you have any fresh." "Sure thing," the waitress said, not even bothering with her pad for the simple order. She looked at me with mirth. "You okay, Miss?" Jo chuckled. "Come on," I said to the waitress. "We've got history." "Is that what you call it?" Jo said as the waitress left; a little sulk. God, she turned me on so much. We'd been together once. It was the most delightful time when she'd gotten off on playing with me. I guess if you believed the cliche about the one that got away.......Jo was my one that got away. "What are you doing?" she asked, spinning my netbook. The screen was filled with my story listings on Fictionmania. "Still writing?" she asked. "They're......Look. That's just fun stuff. Writing's more of a hobby now." "I guess, looking at this stuff," she said, tapping into a story and reading for a moment, "the million dollar question is: are you still dressing regularly? Going out?" "I've not been out in a while," I told her. No point in lying. Jo had always been able to see right through me. "I thought you'd have been full woman by now. You were crazy for it back then." I held up my finger, displaying my wedding ring. "No way!" she clapped. "Congratulations, girl!" "Got a wife and a little boy," I elaborated. "She happy with this side of things?" she said, gesturing to the screen. "Sure. She's quite supportive to an extent. She's got her limits and I respect that. My son doesn't know anything about it. When he's old enough, perhaps. We'll see." "Fair enough." The waitress returned with Jo's drink and cookie and for a short time we just looked at each other. She was still beautiful, make-up perfect. A real nice day look. Long hair just a touch dis-shevelled and I wondered if it was a deliberate look. It certainly worked on her. I felt myself getting hard thinking about the past. "I've got an idea," she giggled. "Why don't you tell your readers how I found out about you?" "That's old news, Jo," I said, a little guilty about the thoughts I was having as I considered her. "But it's cute. Kind of sexy, if that's your thing," she said, spinning the netbook back to me. "Write it now." "Jo, I-" "Just a quick story. You don't need to do any of that fancy stuff. Polishing.......Re-writing......Just lay it out there for them. Do it." Her tone was enough to get my fingers working the keyboard............. ***************************************** So that's why this is all a tad raw. No chapter headings. Probably spelling errors and dialogue I might have changed. But Jo's sat opposite me expecting this story, so I best get us in the Way-Back Time Machine and see where.......when.......we land.....Wavy screens and all that as we flashback about twenty years to when I was about 19, maybe 20. Cutting to the chase, I'd been working at MacDonalds out of college. Just raising a little pocket money for adventures faraway. I'd been sneaking about in my Mom's panties all my childhood, and was just getting brave enough to think about buying and hiding my own. Got in a rut of indecision and shame when Jo Cross, our new Deputy Manager arrived on the scene. She was about five years older than me and I fell hard. We had this flirty relationship and while we didn't start dating it was obvious we might happen one day........ One day...... The manager's office was upstairs. Inside that office was a small stockroom where uniforms were kept. Stationary. That kind of thing. I was working the open with Jo which meant we were alone in the store for about an hour. Then another hour before we opened. If you did the tasks correctly you could easily fill that time. If you took more than a few short cuts you could get ready in about ten minutes. So I'd cook breakfast for Jo. We'd chat. Chill out. Enjoy the nervous energy between us. Occasionally we made out, but until that morning it had gone no further. I got hard just embracing her when we kissed and feeling her bra under her blouse. Fantasising about her lingerie. I was a virgin and sure she had much more experience than me. I was a little scared of her and that made it even more exciting. That morning she was just finishing her breakfast, a cute drop of ketchup hanging on her lip, when she told me to clean up. I was disappointed that we were not going to make out, but..... She handed me her office keys. "My handbag's upstairs. Can you grab it for me?" I hurried off and opened the office. I loved being in here alone. I'd been in the company a few years and the managers trusted me to pop in for paperwork, etc. But when I was alone in here I loved going into that little stockroom. I opened it up now and quickly found the spare skirts the female managers wore, hanging in a row next to their blouses. Back then they had a cute little bow on the front. I was already aroused as I started to rifle through the pencil skirts for my size. I pulled one off the rack. Frustrated that Jo had not played downstairs, hard as a rock, I held the skirt in front of myself, my back to the door. I pranced a little, pretending I was wearing it. I'd never actually had the nerve to put one on, but- "Get it on then." Shit. I spun, almost jumping out of my skin. Jo was standing there. I didn't know if she was fooling around or not. She had a look like thunder. I reached to put it back- "Oh, no, Missy. You put that skirt on right now." What the hell? I was so confused, but so hard. And she saw that when I dropped my trousers. "Please, Jo-" She stiffled a laugh at my size. "Don't-" I protested. "Put that skirt on now!" She already turned me on, my dominant boss who fooled around with me, but this was- "Go on!" I enjoyed the feel of the lining as it slid up my legs. Quickly buttoned the back and did the rear zipper. It was a fantastic fit and- "Now a blouse," Jo instructed. "Jo, this is enough," I said, stamping my authority and not realising how weak I sounded. She laughed. Then unhooked her bra and removed it without even taking her own blouse off. Neat trick. Pulled her panties down. "What are you-?" "You need appropriate lingerie." She handed them both to me. "I can't-" "You want to, don't you?" Jo insisted. "You think I'm stupid. You don't hold me when we make out like other men. Real men. I understand now. Your fingers always enjoyed feeling the straps of my bra. So now you can really feel them." I hesitated. "Now, you bitch." I quickly removed my shirt. I fastened the bra clasp in the front, then spun it around and put my arms through the straps. It was a bad fit, but I could feel pre-cum starting to stain my shorts. When I pulled them off and eased into her soft panties, handing her my underwear, she saw the damp spot and giggled again. I fumbled with the blouse and it took me a second to fasten the buttons, the backwards buttons, in their correct holes. She told me to step out into the light of the office and I did as I was told. What happened next shocked me. "Now let's have some fun," she said, and hiked her skirt up. I could see she was hot and moist, but --- a virgin, remember --- except for the basics I wasn't even sure what to do to please her. So I let her lead, and as you can probably gather, that suited her just fine. She took me there, panting heavily as I fumbled with her loose breasts in her hands, kissing them, her nipples hardening. She hiked up my skirt and pulled her panties down my legs. She straddled me and I want to say I filled her, pushing deep........But truth was, I was small within her experienced vagina and she probably barely felt me. "I thought you were a good boy, but you're a naughty girl," she chastised me with a sharp, sudden spank. I cried out and couldn't help myself. I came quickly, bucking, trembling, and it must have been so frustrating for her. Barely lasting a minute. "You naughty, naughty girl!" she yelled, spanking my thigh. As I was kissing her breasts, she pushed my head down and I found myself satisfying her with my tongue, swallowing my cum and her hot juices. Gorging myself and bringing her to orgasm. She cried out, pulling at my hair, pushing my head deep between her thighs. Now she groaned and moaned, "Good girl.......Don't stop.......oh, you're such a good, good girl........" When we were done.......Half undressed, still...... "Did you like that?" she asked. I could only nod. What the hell had just happened? "You know what you just ate?" she giggled. I dropped my head in shame. "Oh, stop it, you slut. Every girl gets a taste for it at some point in her life." "I'm not a-" "Really," she said, straightening herself up and fixing her make-up. She held up the compact mirror so I could see my reflection. I couldn't believe how I looked. "Can I please get changed?" I asked, guilt and shame overwhelming me. "Please, Jo." She smiled at my submissive attitude. She was about to say yes when- We heard keys rattling in the door lock. I froze. "The stockroom," she cried, pushing me inside as the office door opened. She quickly hid my clothes under the desk. I escaped from view just in time and heard snippets of conversation, praying the door wouldn't open. It was Kevin, the store manager. They exchanged pleasantries and talked figures. Kevin was a dick and didn't get along with anybody. There was no room for small talk. He bled MacDonalds. And- The door of the stockroom opened. Holy shit! I spun, but he'd already seen me. "What the fuck, Chris? Get the hell out here!" I stepped out. Jo gasped. "Chris? What are you doing in there?" Great. Thrown under the cross-dressing bus. I grinned mirthlessly and she mouthed: Sorry. I understood. This job was a lark for me, but it was her career. She had to protect that. "I-it's-" "Do you enjoy wearing women's clothing?" she asked softly, offering a kind understanding attitude. "Yes. That's it. These uniforms have-" "Shut up, Chris," Kevin interupted. "I don't care why. This is way out of line. Give me one reason I don't write you up this second." I wanted to tell him to take the burger out of his ass and chill, but it was Jo who noticed the massive bulge in his trousers. She gestured and for a moment we had a little silent back and to......Go on, it will be okay........Hell no.......You've already had a little taste.......But that's a real cock, a jerk's cock.......He's hungry for it........ I gestured down. "If you want......" I managed to whisper. "Way to seduce me, sissy," he chastised. "Just get on with it." I unzipped his trousers and pulled them and his shorts down. His giant cock instantly sprang up and I chuckled with nervous fear as it hit my nose. He gripped my head and corrected my aim. "You better not fuck this up and mess up my clothes," he said, and then cruelly, "You're going to have to swallow every last drop." My wide eyes found Jo's for a moment. I thought I saw her shake her head, but I suddenly had a reason to stay here in this job. Jo knew who I was and she was into it. God, I was getting horny again just thinking about her and what she might do to- "Get on with it then." A pair of strong hands suddenly pushed my head down. For a moment my lips didn't open, but then I took him. At first the taste was alien, but I soon realised I actually wanted this. My hands found his balls and I began to work his shaft, not just with my mouth but also with my wet tongue. I came off to breathe for a second, saw that Jo was discretely filming on her cell. What the hell was she up to now? I hoped that wasn't for me, to blackmail me or something.......But I didn't care. I went back down on him, my saliva and his pre-cum, that first juicy flavor, making it easy to slip up and down his giant cock. I took him deeper and deeper, but gagged. "Keep it down, bitch!" The voice was far away as he erupted in my mouth. Cum exploded down my throat, a hot rush. I tried to pull off, but the hands held me in place. I gulped and gagged as cum started to dribble out of my mouth. He jerked out. "Jesus, I said keep it off me. Now get this mess cleaned up." Ashamed of myself, not even realising I had cum again in Jo's panties, I started to suck and lick him clean. I wiped my mouth and swallowed the juices from my fingers. "Get out of here. It's time we opened," he told me. "And the pair of you: this doesn't go any further." I watched as he stepped to his desk, carefully lowering a picture of his family so they couldn't see what he had done. Too late, I thought. The guilt was going to eat him alive. My clothes were back in the office. Out in the hallway Jo told me not to worry. She had me work my shift on a till in the skirt and blouse; the bra apparent, indicating I was obviously also wearing panties. She told our colleagues and the grinning customers that I faced all day, that I was wearing the outfit for charity. We raised quite a bit of money. It was a really fun day. Like I said, Kevin was a dick. He was a bully as you might have figured, and he treated staff like shit. It was a Godsend when I found out why Jo had recorded him. She went all the way to the top of the company, told them he had forced me to dress, forced me to give him the BJ. He didn't last much longer and then Jo applied for the store. She got it and....... Well, we had a lot of intense fun, both publicly and privately. So, that was how we met and she found out about who I was. It was a massive, intense day for me........I lost my virginity. Dressed publicly for the first time. Hell, shared my secret desire to dress for the first time. Gave my first, and only, blow job. I only realise now how much I missed Jo over the years.................. ******************************************* "Aw, that's so sweet," Jo cooed, reading the story back. "Okay, post it." "Jo, come on. I wrote it for you, but I'm not that person anymore." "Really?" she smiled coyly. "I just enjoy dressing. I'm not submissive like I used to be." "Want a bet?" she asked, and I realised she wasn't being rhetorical. "What do you mean?" "What's the most reviews you got for your stories on that site?" I scanned down the list of stories. I ignored 'Brianna's Game' as I was posting that on behalf of my Mistress. She had such fun games on her website- www.https://briannagames.wixsite.com/homeofhumiliation -that after discovering her myself a while back I wanted to help let other readers know about her interactive story services. Further down the list, checking the review totals, I found that it was a tie between the first part of 'This Is Me' and the first story I ever posted, 'Humiliating Kirsten'. "Looks like sixteen," I said. "Okay, let's do it the old way and set you a target," she told me. "What are you talking about?" I asked. "If you get twenty feedbacks, positive or negative, I'll prove to you that you still have a submissive somewhere inside you," she told me. I didn't want to believe her, but I had sat here for half an hour or so writing by her command, day-dreaming about her appearance. Truth was, I'd probably do anything for her. "I'm married now, Jo," I told her. "I don't doubt it would be fun, but-" "Just consider it a game your wife doesn't want to play with you if it's outside her limits. Besides, you said you're not submissive anymore, so what do you have to worry about?" "Jo, you're nuts," I grinned. "Okay, sure. If you want to play." I opened the Fictionmania website and prepared to submit this. "Let's make it interesting," she suggested. "Go on," I smiled, warming to the idea. "You have to promise not to look at the feedback." I enjoyed looking at reviews, but sure, if that's what she wanted. "Okay." "If you get twenty feedback reviews or more, you post another story about us in our glory days. But your readers must also leave suggestions about what I can do to you. I'll choose one of the suggestions and try to make it happen. You'll only know you hit your target, and must write the next story detailing what happens next, when I get in touch with you. And so on........." This sounded insane. But in a glorious way. It was going to be so unpredictable. A wild, intense ride. For as long as it lasted because I seriously doubted there would be a.......'and so on'. "Okay. I'm in." She fidgeted for a second and I wondered what she was doing. Then, under the table, she handed me her panties. They were warm and wet. "Now, run along like a good girl and put those on," she told me. "Ha!" I exclaimed. "I told you, I'm not-" "Put them on and bring me your shorts," she said. I considered her. "Listen, bitch. Remember how I filmed that loser Kevin in the office to get my store back then? I've got plenty of tricks up my sleeve." "Alright," I found myself submitting. "Please, just keep this reasonable." I headed to the men's rest room and returned a minute later, my shorts bunched in my hand. "Here," I said, handing them to her. She stood and smiled. She walked very deliberately to a waste bin and, for all to see, dropped my shorts inside. Then she returned. "I've just put your up to date contact details on my cell while you were changing into your lovely panties," she said for the nearby customers to hear. "You won't be needing those horrible shorts anymore, you sissy." "Jo," I whispered. "Stop it." "When you hit twenty reviews and suggestions, I'll be in touch with a nice surprise. Now post the story."

Same as First Time for Everything (A Jo Cross Story) Videos

4 years ago
  • 0
  • 57
  • 0

Mortimer and Myrtle A Love Story

Note: This is not your usual Lush story. It is an experimental play in a theater of the absurd style. There is no sex but it is an entertaining comment on marriage. I encourage you to indulge in something different. I think it will make you laugh and maybe cry.Scene: A formal living room. Mortimer is seated on a sofa in the center of the room when Myrtle enters and sits on the sofa next to him. She is wearing a blue floral dress and a pearl necklace, her gray hair is tied in a bun. Mortimer is...

Love Stories
2 years ago
  • 0
  • 38
  • 0

Highlights of the Day A Jo Cross Story

A LITTLE PSA FROM JO: Kirsten has finished writing her update on the day for you all, but I've just taken the netbook from her to add a little something of my own. I want to thank you all for taking an active part in her adventures. The truth and the fantasy. If I sometimes seem a little pushy in the feedback comments about the targets I set....That is because I can only have Kirsten at certain times and days because of work, personal lives, etc. And as I read your amazing suggestions, I...

2 years ago
  • 0
  • 87
  • 0

The Count of Monte CristoChapter 58 M Noirtier de Villefort

We will now relate what was passing in the house of the king's attorney after the departure of Madame Danglars and her daughter, and during the time of the conversation between Maximilian and Valentine, which we have just detailed. M. de Villefort entered his father's room, followed by Madame de Villefort. Both of the visitors, after saluting the old man and speaking to Barrois, a faithful servant, who had been twenty-five years in his service, took their places on either side of the...

2 years ago
  • 0
  • 55
  • 0

Mortimer and Myrtle A Love Story

Note: This is not your usual Lush story. It is an experimental play in a theater of the absurd style. There is no sex but it is an entertaining comment on marriage. I encourage you to indulge in something different. I think it will make you laugh and maybe cry. Scene: A formal living room. Mortimer is seated on a sofa in the center of the room when Myrtle enters and sits on the sofa next to him. She is wearing a blue floral dress and a pearl necklace, her gray hair is tied in a bun. Mortimer is...

1 year ago
  • 0
  • 75
  • 0

The Count of Monte CristoChapter 74 The Villefort Family Vault

Two days after, a considerable crowd was assembled, towards ten o'clock in the morning, around the door of M. de Villefort's house, and a long file of mourning-coaches and private carriages extended along the Faubourg Saint-Honore and the Rue de la Pepiniere. Among them was one of a very singular form, which appeared to have come from a distance. It was a kind of covered wagon, painted black, and was one of the first to arrive. Inquiry was made, and it was ascertained that, by a strange...

4 years ago
  • 0
  • 24
  • 0

The Unfortunate Experiences of Mike Cross

The Unfortunate Experiences of Mike Cross by Hikaro edited by Trismegistus Shandy Part 1 "Mike," somebody said. I was so groggy that the voice sounded like it was coming from everywhere and nowhere at the same time. I pulled my blanket over top of my head and tried to drown out the sound, but it wasn't working too well. Why wouldn't they just let me sleep? "Mike," the voice said again. It sounded so sweet, so pleasant that I wanted to reach in my shorts and play with myself. I'd...

1 year ago
  • 0
  • 34
  • 0

TG Storytime

TGStorytime! I had this crazy dream where I found a remote control that let me alter the very fabric of time and space. I could have used it to rob banks, bang several of my favorite pornstars at the same time, or really do whatever I wanted. All I wanted to do, though, was turn my penis into a vagina and grow rabbit ears and a fluffy tail. That could mean I’ve been reading too much TGStorytime, a user-contributed library of transgender fiction.TGStorytime.com was established in 2011 by Joe...

Sex Stories Sites
1 year ago
  • 0
  • 35
  • 0

Husband Turned on by Storytime

She then said, “It was Storytime night and that always ends with us having smoking hot sex”. Curious to what that meant I asked, “What is Storytime?” She said, “OMG it is so hot. John loves it when I tell him a sex story from my past or tell him a sex fantasy while I lay next to him and play with his dick. It is such great foreplay and it has really improved our sex life. We both get so horny. You should try it sometime”. This story is about how I discovered a kinky way to turn my husband on.

Married
4 years ago
  • 0
  • 99
  • 0

The Liberation Of Father Mortimer

When Father Mortimer checked into the hotel it was eight in the evening.The room was a basic no frills double with a small bathroom. He would never stay in such a hotel if he was attending one of his ecclesiastical conferences but for what he had planned it was just perfect.He got down on his knees and bent his balding aged head over a black gilt leaf Bible he had respectfully placed on the edge of the bed.“Blessed Lord Jesus forgive me for my sins,” he muttered and crossed himself three...

Spanking
4 years ago
  • 0
  • 95
  • 0

Forbiden fruits in the forbiden forest

Introduction: Harry, Ginny, Hermione, and Ron get lost in the forbiden forest and finaly let their feeling for each other show. Ron and Hermione were strolling around the black lake, they werent actually dating but they were doing all the normal couples stuff except for the kissing and sex. They saw two people in the distance walking towards them. Is that Harry and Ginny Hermione asked. The red hair was unmistakeable and ten minutes later they sat down on the bank as Harry and Ginny (who were...

2 years ago
  • 0
  • 86
  • 0

The Real Stepford Wives Sugar Plum Fairy

The Real Stepford Wives: Sugar Plum Fairy By VI This story is based on my favourite piece of TG fiction, which was written by the author Sarah Barndt. If you have never read 'The Real Stepford Wives: Only Women Have Babies' then please do so, as it is an imaginative and well told story. Thanks very much Sarah. ************************ I had been performing ballet since I was eight, and for the last six years had been with one of the American ballet companies. I think the fame...

2 years ago
  • 0
  • 97
  • 0

Forbiden fruits in the forbiden forest

The red hair was unmistakeable and ten minutes later they sat down on the bank as Harry and Ginny (who were dating) walked up to them. "Hey guys" Ginny said in a bouncy giddy voice she always used now it got even giddier when she was with Harry. "Hey" Ron replied "we were just heading back to school for lunch" "Bah that's dull" said Ginny almost actually bouncing now "come with us we're going to the forbidden forest" "You know the forest is forbidden for a reason" Hermione...

4 years ago
  • 0
  • 31
  • 0

The Shopping Mall A Jo Cross Story

I'm sitting here in the food court at the Trafford Centre, a shopping mall near Manchester. I'm not going to tell you how I'm dressed or what I've done. Jo's told me I have to keep that as a surprise for a while. She's grinning while I'm typing this, occasionally spinning the screen..... "That's right. For the girl who suggested it. She might get a kick out of what I've had you do," she smiled. "That it was her suggestion chosen." So I'm typing this story quick because all...

3 years ago
  • 0
  • 89
  • 0

The Chelmsford Stalker

The Chelmsford Stalker By Michele Nylons The man sat at a corner table in the coffee shop surreptitiously eyeing off the woman sitting on a stool at bar. She was dressed in a navy blue suit; her jacket was open, revealing well-formed breasts swelling her white satin blouse, which opened to the second button so that a hint of lace bra was displayed. Her legs were crossed and her skirt had ridden up revealing most of her well-formed thighs atop long legs encased in sheer...

3 years ago
  • 0
  • 72
  • 0

The Stepford Children

Once upon a time.... All my life I had always feared God. Growing up I thought he personally stared down at from Heaven watching my every move, listening to my every thought. It was this fear that has always kept me on the straight and narrow and given me my morale courage. My only sorrow is that I was unable to pass this fear down to my children and from this, there will be no retribution. I am surely damned as if I had spent a lifetime of murder and greed. With this knowledge I don't...

2 years ago
  • 0
  • 30
  • 0

First Time a Cross Dresser Gets Laid Pt 1

Mark was a shy guy who had always found it difficult chatting up girls. There was always some reason. He didn’t like their hair, or their body, or their look, or their personality, or his family would not approve. His upbringing was very conservative, old fashioned and his stoically minded, overbearing, controlling parents, forced their ideology on him. This had left its mark on him and he was a nervous, timid person. Any idea of an alternative life style was just not something he could do or...

First Time
2 years ago
  • 0
  • 94
  • 0

Stepford Meat Swap

Introduction: Jessaica and her father take a road trip to the small california town Stepford to try a special kind of exotic meat, Bassed on a fictional town (Stepford) in the game SecondLife. Stepford Meat Swap Story: #47 Copyright 2010 Written: October 02 2010 A story By: KaosAngel Proofed by: KaosAngel Please send any comments about this story to ([email protected]) ********************************************************* ~~!! NOTE !!~~ This story is bassed on a fictional town within the...

4 years ago
  • 0
  • 84
  • 0

The Chelmsford Stalker

The man sat at a corner table in the coffee shop surreptitiously eyeing off the woman sitting on a stool at bar. She was dressed in a navy blue suit; her jacket was open, revealing well-formed breasts swelling her white satin blouse, which opened to the second button so that a hint of lace bra was displayed. Her legs were crossed and her skirt had ridden up revealing most of her well-formed thighs atop long legs encased in sheer flesh-toned hose. He thought he could make out a subtle seam...

4 years ago
  • 0
  • 81
  • 0

Stepford Meat Swap

Story: #47 Copyright ©2010 Written: October 02 2010 A story By: KaosAngel Proofed by: KaosAngel Please send any comments about this story to ([email protected]) ********************************************************* ~~!! NOTE !!~~ This story is bassed on a fictional town within the game Second Life called Stepford, I would like to thank Ariana RoeCastle, Emilie Muggins & Jerrol Jarvinen of Stepford for thier approval of this...

3 years ago
  • 0
  • 116
  • 0

TwinsChapter 8 The Quest for Clifford

Clifford sat up in bed feeling the warm body lying next to him. He looked down at the shape in the near darkness. Janet. Christ, why did it have to be this way? He had loved Tracy, he still did. So why was he in Janet's bed? Why did he have sex with her? Four times? Not one of them was anything like the times he had been with Tracy, and yet... He got out of bed and made his way to the window, padding in his bare feet across the carpet. He slowly pulled open the curtains and looked out at...

3 years ago
  • 0
  • 96
  • 0

The Real Stepford Wives

The Real Stepford Wives: Only Women Have Babies by Sarah Barndt I was once a normal, heterosexual male. That is, I was until I happened upon the town of Stepford. I was spending a few weeks there, installing some equipment at Stepford Pharmeceutical Labs, for the company I worked for. I had recently broken up with my fiancee and was glad to be back on the road as a working engineer. I enjoyed it, but Stepford was odd. All of the men wanted to ask me about my sex life when I...

3 years ago
  • 0
  • 83
  • 0

The Stepford Children

All my life I had always feared God. Growing up I thought he personally stared down at from Heaven watching my every move, listening to my every thought. It was this fear that has always kept me on the straight and narrow and given me my morale courage. My only sorrow is that I was unable to pass this fear down to my children and from this, there will be no retribution. I am surely damned as if I had spent a lifetime of murder and greed. With this knowledge I don't feel fear anymore, just...

1 year ago
  • 0
  • 24
  • 0

Aunt Convinced me for a cross dresser romance session Free Sex Stories and Adult Erotica Stories

Hi, my name is Sam and I am a 26-year-old, slim physic cross dresser. I am a fashion designer and have a thing for female clothing. Not only I love designing female clothes but I also enjoy dressing as a girl. Coming to my story, this incident took place some years back when I was around 20 years old and had cross dresser romance session with my real Aunt. With fair and curvy physic, I can look more girly than a girl with my cross dressed attire. On one weekend, I went to my aunt’s place...

Cross Dresser
3 years ago
  • 0
  • 107
  • 0

The Real Stepford WivesBrown Sugar

The Real Stepford Wives Brown Sugar by Sarah Barndt I was once a normal, heterosexual male. That is, I was until I happened upon the town of Stepford. I was spending a few weeks there, installing some equipment at Stepford Pharmaceutical Labs, for the company I worked for. I had recently broken up with my fiancee and was glad to be back on the road as a working engineer. I enjoyed it, but Stepford was odd. All of the men wanted to ask me about my sex life when I visited 'the...

1 year ago
  • 0
  • 57
  • 0

Erin Ashford

Reddit Erin Ashford, aka r/ErinAshford! Erin Ashford is not a pornstar from a bygone age, nor is she a famous modern-day pornstar. She’s also not a semi-famous Twitch streamer gone nude, not an Instagram model that promotes flat tummy tea, and definitely not a XXX cam model. So who is she exactly, and why should you care about her? Truth be told, she isn’t really known outside of Reddit - she made her XXX debut on /r/GoneWild after posting a large selection of XXX pictures (and some videos) on...

Reddit NSFW List
2 years ago
  • 0
  • 80
  • 0

The Amazing Mr Mortimer

THE AMAZING MR. MORTIMER My girlfriend Rachel and I had decided to take a two week vacation to PuertoRico. I had first come across the girl on the streets of San Juan. She cameup to me and begged me for some money. At first I was going to say no. ThenI noticed how beautiful this young girl was and I was intrigued. I startedto reach into my purse to get her something, and she smiled at me. She hada very beautiful smile. It was in fact an entrancing smile. I kept her close to me with small bribes...

4 years ago
  • 0
  • 71
  • 0

Peggy Sanford a Worldly Woman Ch 05

Author’s note: I had planned to take a break from writing and submitting stories to Literotica when I reached 300 submissions. I know I said that when I reached 100 and again when I reached 200 submissions but many of you loyal readers asked me to continue. Many of you also sent me story lines and topics to write about, some more detailed than others. Recently I received an e-mail from Peggy Sanford who has written several stories for Literotica and if you have a Literotica log-in and...

3 years ago
  • 0
  • 130
  • 0

Stepford Brothers Change to Sisters

Stepford brothers (change to sisters!) By bojok71 Author's notes: this story serves to plug a hole, in my view, of the credibility of the Stepford stories. What if someone came looking for a lost relative? The answer is simple, and forms part of this story. Story notes: this story is very close, for obvious reasons, to the original Stepford story. However, it's new enough to be considered a new read. It's as sexual and interesting as my other stories. Thanks again to Sarah Barndt for...

4 years ago
  • 0
  • 21
  • 0

The Cross She Bore

Memories are sometimes not to be trusted. In looking back on the past, what one believes to be a memory is in actuality what one prefers to think the past was like. We do this unintentionally -- whether as a defensive mechanism or the result of the layering of visions of the past, one on top of another, until the distant past is obscured. For Rebecca her fascination with the cross and with the practice of crucifixion seemed in retrospect to have been acquired at an early age. Now as a single...

4 years ago
  • 0
  • 62
  • 0

The Orchid The Storyteller

This story is an allegory of a real life relationship that developed in my life. It helped me cope with disappointment, and to perhaps be better able to accept the reality that had crashed upon my infatuated fantasy. I cope with the friendship better now, having decided that staying a part of her life is better than nothing, yet there are times when the attraction is still magnetic. I’m sure there are many of you out there who have experienced such a thing and perhaps this will give you a...

3 years ago
  • 0
  • 21
  • 0

Cross Burning For Dummies

To “Hardcore” Hardaway’s way of thinking, the three snot-nosed young farts standing just inside the door to his cluttered work shed didn’t look good for much, most of all a Klan job.At first, they’d tried to act cocky, like this wasn’t no big deal. But none of ‘em said a word after seeing the cross he’d put together that afternoon. Now he was back out here trying to teach these whelps a thing or two while the half-finished can of beer he’d left inside went flat.Why in hell did Jack Tidwell, who...

Humor
2 years ago
  • 0
  • 79
  • 0

Forrest Part 2 Chapter 3

The next morning Forrest woke up at about 10 and woke me with a kiss on the lips. I surprised him by throwing my arms around him and deepening the kiss. I reached down under the covers and grabbed his balls. I played with them as I felt his dick start to harden. He did the same to me, squeezing my balls and moving them around in my loose sack, causing my dick to harden. Without a word, I grabbed my cloths and beckoned for him to do the same. After checking that his sister was still...

3 years ago
  • 0
  • 21
  • 0

forced to cross dress on Halloween

Halloween is a great reason to show your submissive side and cross dress for your mistress. Other than writing these articles and stories, I also enjoy dominating my partner.This Halloween was no exception and I wanted to share this exciting day with you. Below you will find a story that is heavily based on the events that took place in my house this year.***I could tell he was anxious. Informing him about the Halloween party raised a lot of questions on his end which I skillfully either...

2 years ago
  • 0
  • 36
  • 0

Not Quite a White Knight Book 1Chapter 10The XCross

Bondage and sex machines usually take a lot of time and co-operation to set up. But that is not my style, so my machines were selected for me to use alone with a guest, and quickly. I led Gracie to the machine I decided to use next. The cross is a standard in many playrooms, but usually these require three strong people working together to use effectively, and they often injure somebody getting the occupant into position. Plus they never do what you expect. A lot of risk for not much...

3 years ago
  • 0
  • 25
  • 0

Cross

Darren closed his eyes and rested his head in his hands for the umpteenth time that day. How could he have been so stupid? He’d always been the careful one out of every crowd he’d been involved with. Coming from a dirt poor background, he knew the smallest thing would mar his reputation and he would be screwed for the rest of his life. His whole life, he had been a straight A student. Before graduating high school a month ago, his scholarship at Princeton had already been confirmed. One night...

Gay Male
2 years ago
  • 0
  • 86
  • 0

Forrest

We waved bye to Forrest’s and my parents as they drove off. It was summer break and they would be gone for several days. My friend Forrest and his 9 year old sister, Scout, were staying at my house for the time they were gone. None of our parents wanted us to be home alone, but they were fine if we were together. I was 15 and Forrest was 14, but he looks 10 or 11. I live in the middle of nowhere, but we found plenty of things to do during the day, but my favorite time was at night. My...

2 years ago
  • 0
  • 60
  • 0

Further Tales of Peggy Sanford Ch 12

Peggy Sanford stepped out of the elevator and into the lobby of the Roosevelt New Orleans Hotel. As she walked across the lobby she noticed several males obviously checking her out. She smiled to herself as she walked across the long spacious lobby. It always pleased Peggy that she could still attract such attention. Not that she should be surprised, for a married mother of two in her late forties, Peggy was still a very beautiful woman. Her long brown hair framed a face that belied her age,...

3 years ago
  • 0
  • 79
  • 0

Mrs Sanford

It was the summer before my second year of high school when I got a call from Darci Smith asking me to meet her at the high school the next day to help her clean out the costume room. Now Darci is the drama club teacher and the art teacher. Every guy in the school wants to fuck her and masterbates to her. Darci is in her early thirties, married, and looks like she is still twenty one. She has nice mid size tits, a fine ass, big blue eyes and blonde hair. She has a pert little hard body and...

4 years ago
  • 0
  • 86
  • 0

Mr Forrester

"There's a man here to see you, Mr. Forrester; he says he's a detective from the Denver Police Force." Oh-oh, thought John. "Ok, send him in, Angela." "Hello, Mr Forrester; my name is Paul Donohue, I'm a detective from the Denver Police Force." "What can I do for you, Detective Donohue?" as I pressed the intercom so Angela could listen in discreetly out at her desk. "Well, Mr. Forrester, sometime last year I was handed a case in Denver that has us all baffled. It seems that two...

1 year ago
  • 0
  • 21
  • 0

A Proud Cross Dressing Gay Male Who Enjoys Sex Free Sex Stories and Adult Erotica Stories

When I was 12, I went to shop for shoes with my mother. I would walk around the store, making my mother laugh out loud. The onlookers at the store, would often look at me in astonishment and wonder, “How is this little boy handling pencil heels so well”?. My mama knew it back then that I was born different and she fought the world to make me who I am today, a proud cross dressing gay male. It was my first prom and I was nervous. I was worried that I will be made fun of at school, but my mama...

Cross Dresser
3 years ago
  • 0
  • 109
  • 0

Stepford Househusbands Chapters 13

Chapter 1 Stephen sighed as he watched the world go by. "I still don't see why we have to move," he told his wife as he turned to look at her. "Because honey, the company is opening a new store in Stepford and they asked me to run it," Emily replied, not taking her eyes off the road. "Besides, the offer was too good to turn down and the house came as part of the job," Emily continued. "I'd thought that you'd be proud of me," she added. "And I am. Really," Stephen added as his wife...

4 years ago
  • 0
  • 24
  • 0

Karl to Kayla Cross Your Heart

This is my first attempt at this so, please be kind with your reviews. Email your comments to me at '[email protected]' Karl to Kayla - "Cross Your Heart" By Kayla Eastcock Eatscock My name is, or should I say 'was' Karl Eastman and it all began one evening while I was at work. I am an average looking 26-year-old guy. Short, sandy-brown hair, blue eyes, 5'10", 145lbs. Okay, so I was a little thin, no big deal. Over the past few months, I had developed a bad habit...

1 year ago
  • 0
  • 81
  • 0

The Foremans Foreskin

I had been working in the construction industry a week when the foreman called me to his office. As I made my way over I wondered what I could have done wrong. As it had gone clocking off time I was annoyed that the meeting would be eating in to my free time. 'Aah, come in.' he said as I stepped through the door. 'Have a seat.' His office was much neater than I thought it would be. As I looked around the room I noticed that there were no girlie pictures like I had seen plastered up everywhere...

Gay
4 years ago
  • 0
  • 31
  • 0

Story Treatment TerriTerry and the Cross Time Pirates

"Satirizing reality, since time travel is impossible! and we needed to make a few bucks" Terry and the Cross Time Pirates is a twisted reality show. The plot line fills in what they are trying to do in bits and pieces that are made up situations involving advertisements that bookend the show all being for none existent products and events. A skewed sense of absurd paradoxes presents this crew of would-be crooks trying to run a scam and make lots of money off of it, but they are also...

3 years ago
  • 0
  • 30
  • 0

College Daze Our First Year TogetherChapter 9 Crosscountry Adventure To California

"We all in?" I asked my sister as we got ready to pull out of our parent's driveway. There was a definite sense of deja vu as I slipped the car into reverse, remembering that fateful day that Tandra and I had headed off for Hendrickson University. "God, yeah! Let's put some miles under this beast!" Tandra enthusiastically suggested. "How many miles on it now?" "Umm, six hundred and fourteen," I read the odometer of the new sedan that our parents had bought us just for this...

4 years ago
  • 0
  • 21
  • 0

The Priest Teaches His FlockChapter 10 Sally Rides the Cross

Father John hadn't even said hello to Sally. Pulling her along the corridor again, Sally knowing that they were going back into the basement again. She shuddered when she saw the cross. It was huge, standing over eight feet high, four feet wide, made out of heavy wood. It was a little strange for a cross, it looked like it was upside down, the cross piece lower down the upright, not near the top like a normal cross. At least the altar was gone, but she feared the cross, not sure what it...

4 years ago
  • 0
  • 33
  • 0

Crossover

Crossover Janet L. Stickney [email protected] There was never any doubt that I was going to be a girl someday. I mean, from early on I would wear pale lipstick and eyeliner with my hair usually braided. Then came the Crossover week and I was able to dress like a girl from the skin out, complete with hips and boobs. My father was a drunk that never cared what I did, and my mom was long gone so how I dressed was never an issue. I work at a small shop that makes and repairs video...

4 years ago
  • 0
  • 18
  • 0

How I started Cross Dressing and other first times

I love to cross-dress! I love everything about it!Like most of us cross dressers, I love everything about ladies undergarments. I like seeing lingerie in ads, in stores, on models, on TV, on women, on men and of course on me! I love the feel when I am dressed up. I love the taboo of wearing them. I love the thrill of being “underdressed”, which is wearing lots of lingerie under your manly clothes, when I go to work. I especially love the incredible horniness and lack of all boundaries...

4 years ago
  • 0
  • 76
  • 0

Meeting at Bedford Mills

Meeting at Bedford MillsI had often thought about my friend Simone in the years since we had been at school together. After I graduated, I had moved to New York to pursue my career and with a husband and children, I had lost touch with Simone, but I knew that she had married a rich man whom she had met at college, and that they lived in Greenwich, Connecticut, but they had no children. I had also heard from other former classmates who had met her, that she had a glamorous lifestyle, with...

4 years ago
  • 0
  • 47
  • 0

The Professors DaughterPart VBedtime Story

THE PROFESSOR’S DAUGHTER--Part V Bedtime Stories My old professors daughter Stephanie is a just turned 18-year-old knockout. She has cutest face you have ever seen and a slim Korean-Caucasian-mix body with a tight, petite Asian frame. She’s slim, quite tall and athletic (toned by ballet and gymnastics) with a nicely rounded firm ass and small but very firm tits. In my opinion Stephanie’s body is flawless. While her breasts are on the smallish side larger ones might look unnatural on her very...

Straight Sex
2 years ago
  • 0
  • 54
  • 0

First Time For Everything2

Disclaimer: I Don't Either of these people, they own themselves. This is a work of fiction, I am not implying anything ever happened between these two people. I am not making any kind of a profit of this story. Daffney grinned and applied her lip gloss, tonight ...

2 years ago
  • 0
  • 37
  • 0

Transformation Super Story

Welcome to the Transformation Super Story. A collaborative effort between Transformation Writers. If you want to get onto the story please continue onto the chapter selection below. What is the Transformation Super Story? Every author given write access to this story is someone who has added chapters to Zekar's transformation themed stories in the past. The goal is to create an anthology of erotic transformation stories. What is the Transformation Super Story not? It is not a singular vision...

Fantasy
4 years ago
  • 0
  • 32
  • 0

Young Cross Dressers Secrets

Young Cross Dressers Secrets *Sandy was busting at the seams to tell someone some very exciting secrets she was keeping. She couldnt tell anyone she knows. She decided to tell them here. __After reading My Bra and Panties are Missing, my own real story kept nagging at me to be told, but I wasnt sure how. I decided to change all the names and write a story all about this secret world I stumbled into. I started getting very horny just thinking about all that had happened&hellip,. __My story...

1 year ago
  • 0
  • 61
  • 0

The CollectorChapter 2 Welcome to Chelmsford Hall

Mary Pilson knew that her ‘uncle’ Walter was grooming her. ‘Uncle’ was a silly term that Mary’s mother used to describe the men who moved into their home to take advantage. Mary had no time for her uncles; she saw them for what they were, parasites and users. Mary’s mother could hardly make ends meet working as an usherette at the local cinema. Her good looks, curvy body and long legs ensured that she was well tipped by the male customers but she also attracted the sharks. Mary mostly...

2 years ago
  • 0
  • 66
  • 0

The United Kingdom of Zoo A fake BBC documentary seriess8e18 Sylvia Distin 55 from Chelmsford

We’re cruising along a wide and quiet suburban street. Green lawns stretch back from the pavement to the nice semi-detached homes. There’s a slim woman walking a large dog along the side of the road, and we pan around to look at her as we pass – it’s no-one we know, but we kind of wish we did! Then we’re looking forward again – seeing an intersection infront of us ... Then pulling up, looking out of the side window right at a single story, flat-roofed building. A sign outside reads,...

2 years ago
  • 0
  • 76
  • 0

First Time For Everything

I have been crossdressing since my mid-teens, from sneaking a pair of my sister's knickers to sneaking into the gardens of my parents' neighbors and pinching underwear from washing lines. In my late teens, when I found girls and sex, I purged any clothing that I had and managed to put the ’urge’ behind me. I settled down and got married.Unfortunately for me (or not?), my wife liked to wear very sexy underwear, stockings, and very revealing outfits. This meant there were a lot of these ‘things’...

Crossdressing
4 years ago
  • 0
  • 22
  • 0

Forced to Cross Dress on Halloween

I could tell he was anxious. Informing him about the Halloween party raised a lot of questions on his end which I skillfully either ignored or diverted. I had not been mean right from the start, but I clearly told him he had 3 chances to come up with a suitable Halloween outfit idea. If he failed, I would choose for him. That was our deal. My partner, thinking he could get away easily, did not listen. The ideas he came up with were very boring, the typical football player, Clark Kent lookalike,...

2 years ago
  • 0
  • 27
  • 0

Confessions of a Sex Crazy Cross Dresser Part 4

Hi Everyone, I hope you like these chapters, please let me know if you want the next two. Chapter 7: Triangle of Fun I slept great that night with a full stomach of drink, food and Peter’s cum. I woke up on Friday and thought this is going to be a hell of a weekend. I played around with my cameras and had finally figured out how to use the self timer on the 35mm and how to use all the options on my movie camera. They were both relatively new as I bought them in Phoenix, just before moving...

Porn Trends